Discover TradeWinds Island Resorts — two beach resorts, only 200 flip flops apart, on the soft white sands of St. Pete Beach on Florida’s Gulf of Mexico. Here, fun comes in sun-kissed doses at this 25-acre beachfront destination, where guests can stay at one hotel, play at two resorts and “Just Let Go!”

At TradeWinds, you get the best of everything Florida has to offer — a thrilling island adventure at TradeWinds Island Grand and an inspiring aquatic experience at Guy Harvey Outpost. Consider your destination doubled, and now with our value-packed resort amenity fee, we’re adding MORE to the experience — inclusions you wouldn’t expect at any other resort. Beach cabana? Check. Free WiFi? That’s a given. Rides on our three-story water slide? Let’s just say that’s one of many pleasant surprises at TradeWinds Island Resorts.

Both St. Pete Beach hotels offer an array of rooms and suites. Choose a room with a Gulf View, check into one of our pet-friendly accommodations or feel at home in our multi-room suites. Adding to the choices, TradeWinds Island Resorts also features 14 dining options for the most discriminating of palates.

Get ready for a beach experience like no other.

Social Talk

“Great Escape!”

★★★★★

rebeccahes

“We had a fantastic time at TradeWinds. Our room had a beautiful view of the courtyard and beach. There is so much to do. The beach has tetherball, volleyball, a giant slide and more. Putt putt, paddleboats, kid's camps, gem mining...I highly recommend this resort for a family vacation. The spa is reasonably priced, the food is great, and the staff is super friendly.”

stay at one. play at two.

Stay + Play

The best Florida family vacations start here at TradeWinds Resorts. Where else can you stay at one beach hotel, play at two Florida resorts and enjoy endless activities?

Accommodations

At TradeWinds Island Resorts, you can do everything … or do nothing at all.

At TradeWinds Island Resorts, you can do everything … or do nothing at all. With each resort having its own unique vibe, you’ll find that letting go may take on a different meaning 200 flip flop steps away.

Resort Dining

Over 14 distinctive St. Pete Beach restaurants and eateries.

With 14 distinctive St. Pete Beach restaurants and eateries that range from hearty pub fare, fine dining restaurants and sand-in-your-toes beach bars, you never have to leave TradeWinds Island Resorts to please your palate.

Resort Activities

Two resorts on one of America’s top beaches, plus seven pools and endless activities.

With two resorts on one of America’s top beaches, plus seven pools and a list of beyond-the-beach activities, fun comes in heavy doses at TradeWinds.

More + Value

Go ahead and make a splash. With seven heated swimming pools, plus an immaculate stretch of award-winning beach connecting TradeWinds’ two resorts, there are plenty of places to soak up fun and sun at this St. Pete Beach destination.

Book Your Activities

Our resorts come loaded with more water sports than any other place in Florida.

Dive into fun and excitement at TradeWinds Island Resorts. Our resorts come loaded with more water sports than any other place in Florida.